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Single Family ResidenceResidential
$836,364$249 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 91How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Oct 21, 2026
Last sold for $480,000 on Jul 1, 2020

27 PLEASANT ST

WOODBURY, CT 06798
4
Beds
3
Baths
3,359 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.74 ac
Lot SizeThe size of the land the home sits on, from county records.
1904
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
11
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$836K
$765K low$908K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$480,000 · Jul 1, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$11,430 (2026)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$456,470 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$70,280
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$386,190
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$456,470
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$623,806

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.50
53
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
15
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
59
HeatProjected heat risk, scored 0 to 100, based on how many extremely hot days a year are expected. Higher is riskier.
95
StormProjected risk from heavy rainstorms, scored 0 to 100, based on how often extreme rainfall is expected. Higher is riskier.
32
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.17 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
StyleThe architectural style of the home, such as ranch or colonial.Victorian
CountyNAUGATUCK VALLEY
Effective Year BuiltAn adjusted build year that accounts for condition and major remodels. A big renovation can make a home count as newer than it is.1995
Lot (acres)The size of the land the home sits on, from county records.0.74
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Hot Water
CoolingThe type of cooling or air conditioning in the home.Yes
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(10)

Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

E
Mitchell Elementary SchoolB-
Elementary · Grades PK–5 · 0.4 mi
M
Woodbury Middle SchoolB+
Middle · Grades 6–8 · 0.5 mi
H
Nonnewaug High SchoolB-
High · Grades 9–12 · 0.8 mi

District: Regional School District 14

Neighborhood · ZIP 06798These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.82
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.107
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.73

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.94%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.26%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.4.7%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.9%
PopulationHow many people live in this area.9,974
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.272 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$110,063
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$147,010
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.52 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.56%

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Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.

How this home compares

27 Pleasant St measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.

  • Worth more than 96% of homes in Naugatuck Valley County
  • Bigger than 95% of homes in Naugatuck Valley County
  • Has a smaller lot than 90% of homes in Woodbury 06798
  • Older than 93% of homes in Naugatuck Valley County

What homes are worth in Woodbury 06798

Each bar is how many homes fall in that price range. The marker is this home.

This home
$168K$1.3M

This home is worth more than 89% of homes in Woodbury 06798.

How it measures up in Woodbury 06798

The dot is this home. The mark in the middle is the typical home in Woodbury 06798.

Estimated value$836,364
CheaperTypical $528,399Pricier

Pricier than 89% of homes nearby

Price per ft²$249
CheaperTypical $254Pricier

Pricier than 46% of homes nearby

Living area3,359 ft²
SmallerTypical 1,961 ft²Bigger

Bigger than 88% of homes nearby

Lot size0.74 ac
SmallerTypical 1.99 acBigger

Bigger than 10% of homes nearby

Year built1904
OlderTypical 1977Newer

Newer than 9% of homes nearby

How 27 Pleasant St ranks against every home in each area.
MeasureThis homeWoodbury 06798Naugatuck Valley County
Estimated valuepricier than$836,36489% of homes96% of homes
Price per ft²pricier than$24946% of homes42% of homes
Living areabigger than3,359 ft²88% of homes95% of homes
Lot sizebigger than0.74 ac10% of homes70% of homes
Year builtnewer than19049% of homes7% of homes

About 27 Pleasant St

How much is 27 Pleasant St, Woodbury, CT worth?

The TopHap Estimate for 27 Pleasant St, Woodbury, CT is $836,364 as of Oct 21, 2026. The likely range is $764,564 to $908,164. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 27 Pleasant St, Woodbury, CT last sell?

27 Pleasant St, Woodbury, CT last sold on Jul 1, 2020 for $480,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 27 Pleasant St, Woodbury, CT?

27 Pleasant St, Woodbury, CT has 4 bedrooms, 3 bathrooms, 3,359 square feet of living space and a 0.74-acre lot.

When was 27 Pleasant St, Woodbury, CT built?

27 Pleasant St, Woodbury, CT was built in 1904, making it 122 years old. It is a victorian home. The building has 2 stories.

What schools serve 27 Pleasant St, Woodbury, CT?

27 Pleasant St, Woodbury, CT is assigned to Mitchell Elementary School (elementary), rated B-; Woodbury Middle School (middle), rated B+; Nonnewaug High School (high), rated B-. All sit in Regional School District 14. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 27 Pleasant St, Woodbury, CT compare to other homes in Woodbury 06798?

Among the 3,781 homes in Woodbury 06798, it is worth more than 89% of them ($836,364 against a typical $528,399), its price per square foot is higher than 46% of them ($249 against a typical $254), it is bigger than 88% of them (3,359 ft² against a typical 1,961 ft²), its lot is bigger than 10% of them (0.74 ac against a typical 1.99 ac) and it is newer than 9% of them (1904 against a typical 1977). Measured against all of Naugatuck Valley County, it is worth more than 96% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.

What are the property taxes on 27 Pleasant St, Woodbury, CT?

The 2026 property tax bill for 27 Pleasant St, Woodbury, CT was $11,430. The county assessed it at $456,470.

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